Water → HCID 178472917, compound

HRID 905877Notes

Reaction equation

HRID 905877 reaction equation
[CH2:1]([O:3][C:4](=[O:12])[CH2:5][C:6](=[O:11])[C:7]([F:10])([F:9])[F:8])[CH3:2].[N:13]([O-])=[O:14].[Na+].O>C(O)(=O)C>[CH2:1]([O:3][C:4](=[O:12])[C:5](=[N:13][OH:14])[C:6](=[O:11])[C:7]([F:10])([F:8])[F:9])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 67793Ethyl 4,4,4-trifluoroacetoacetateHCID 23668193Sodium Nitrite

Product 1

HCID 178472917HCID 178472917, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A stirred solution of 4,4,4-trifluoro-3-oxo-butyric acid ethyl ester (3.822 g, 20.75 mmol) in glacial acetic acid was added dropwise with an aqueous solution of sodium nitrite (4 ml, 20.75 mmol) while maintaining the temperature at 0˜5° C. Upon completion of the addition, 1 ml of water was added. The reaction mixture was stirred in an ice-water bath for 30 minutes and at room temperature for another 3 hours. The solution of 4,4,4-trifluoro-2-hydroxyimino-3-oxo-butyric acid ethyl ester was obtained which was used as such.

Workup

  1. temperaturewhile maintaining the temperature at 0˜5° C
  2. additionwas added

Sources & evidence

ORD record
ord-730ba50598174c20aeb26acfc3b25192
Source dataset
uspto-grants-2011_09
Patent number
US08012966B2

Reaction notes

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